With the benefit of hindsight I should have ordered a holder with tails supplied! As you say, they are fiddly to work on. All the You Tube videos showed the use of clever trimming and crimping tools... fine on the bench but not under the car!
The replacement light unit had massively long tails with a connector fitted, again 20/20 hindsight I should have chopped the connector off, shortened the wire and fitted a new connector: it was all a steep learning curve!
Now it is done with the long excess wire coiled up and secured with zip ties.. all very tidy and something to forget.
And yes, silicone grease made the final insertion easy and, I hope, watertight!